diff --git a/app/src/protyle/util/selection.ts b/app/src/protyle/util/selection.ts
index 6d4dd5631..7d7fb09f1 100644
--- a/app/src/protyle/util/selection.ts
+++ b/app/src/protyle/util/selection.ts
@@ -135,7 +135,7 @@ export const getRangeByPoint = (x: number, y: number) => {
     return range;
 };
 
-export const getEditorRange = (element: Element) => {
+export const getEditorRange = (element: Element): Range => {
     let range: Range;
     if (getSelection().rangeCount > 0) {
         range = getSelection().getRangeAt(0);
@@ -153,7 +153,10 @@ export const getEditorRange = (element: Element) => {
     }
 
     if (element.classList.contains("li") || element.classList.contains("list")) {
-        return getEditorRange(element.querySelector("[data-node-id]"));
+        const childElement = element.querySelector("[data-node-id]")
+        if (childElement) {
+            return getEditorRange(childElement);
+        }
     }
 
     // 代码块过长，在代码块的下一个块前删除，代码块会滚动到顶部，因粗需要 preventScroll
@@ -171,9 +174,9 @@ export const getEditorRange = (element: Element) => {
         if (!targetElement) {
             const type = element.getAttribute("data-type");
             if (type === "NodeThematicBreak") {
-                targetElement= element.firstElementChild;
+                targetElement = element.firstElementChild;
             } else if (type === "NodeBlockQueryEmbed") {
-               targetElement = element.lastElementChild.previousElementSibling?.firstChild;
+                targetElement = element.lastElementChild.previousElementSibling?.firstChild;
             } else if (["NodeMathBlock", "NodeHTMLBlock"].includes(type)) {
                 targetElement = element.lastElementChild.previousElementSibling?.lastElementChild?.firstChild;
             } else if (type === "NodeVideo") {
@@ -575,8 +578,8 @@ export const focusBlock = (element: Element, parentElement?: HTMLElement, toStar
             genRenderFrame(element);
             range.setStart(element.firstElementChild.lastElementChild.firstChild, 0);
             setRange = true;
-        }  else if (type ===  "NodeHTMLBlock") {
-            range.selectNodeContents(element.lastElementChild.previousElementSibling.lastElementChild.firstChild, 0);
+        } else if (type === "NodeHTMLBlock") {
+            range.setStart(element.lastElementChild.previousElementSibling.lastElementChild.firstChild, 0);
             range.collapse(true);
             setRange = true;
         } else if (type === "NodeIFrame" || type === "NodeWidget") {
diff --git a/app/src/protyle/wysiwyg/getBlock.ts b/app/src/protyle/wysiwyg/getBlock.ts
index d2c4facd3..559792e46 100644
--- a/app/src/protyle/wysiwyg/getBlock.ts
+++ b/app/src/protyle/wysiwyg/getBlock.ts
@@ -164,11 +164,18 @@ export const hasNextSibling = (element: Node) => {
 };
 
 export const isEndOfBlock = (range: Range) => {
-    if (range.endContainer.textContent.length !== range.endOffset) {
-        return  false;
+    if (range.endContainer.nodeType === 3 &&
+        range.endContainer.textContent.length !== range.endOffset &&
+        range.endContainer.textContent !== Constants.ZWSP &&
+        range.endContainer.textContent !== "\n") {
+        return false;
     }
 
     let nextSibling = range.endContainer;
+    if (range.endContainer.nodeType !== 3 && range.endContainer.childNodes[range.endOffset]) {
+        nextSibling = range.endContainer.childNodes[range.endOffset];
+    }
+
     while (nextSibling) {
         if (hasNextSibling(nextSibling)) {
             return false;
diff --git a/app/src/protyle/wysiwyg/keydown.ts b/app/src/protyle/wysiwyg/keydown.ts
index 016f571c5..e08363cd4 100644
--- a/app/src/protyle/wysiwyg/keydown.ts
+++ b/app/src/protyle/wysiwyg/keydown.ts
@@ -853,11 +853,7 @@ export const keydown = (protyle: IProtyle, editorElement: HTMLElement) => {
                     }
                     // 需使用 innerText，否则 br 无法传唤为 /n https://github.com/siyuan-note/siyuan/issues/12066
                     // 段末反向删除 https://github.com/siyuan-note/insider/issues/274
-                    if (position.end === editElement.innerText.length ||
-                        // 软换行后删除 https://github.com/siyuan-note/siyuan/issues/11118
-                        (position.end === editElement.innerText.length - 1 && editElement.innerText.endsWith("\n")) ||
-                        // 图片后无内容删除 https://github.com/siyuan-note/siyuan/issues/11868
-                        (position.end === editElement.innerText.length - 1 && editElement.innerText.endsWith(Constants.ZWSP))) {
+                    if (isEndOfBlock(range)) {
                         const nextElement = getNextBlock(getTopAloneElement(nodeElement));
                         if (nextElement) {
                             const nextRange = focusBlock(nextElement);
@@ -934,8 +930,8 @@ export const keydown = (protyle: IProtyle, editorElement: HTMLElement) => {
                         event.preventDefault();
                         return;
                     }
-                    // 图片后为空格，在空格后删除 https://github.com/siyuan-note/siyuan/issues/13949
                     if (range.startOffset === 1 && range.startContainer.textContent.length === 1) {
+                        // 图片后为空格，在空格后删除 https://github.com/siyuan-note/siyuan/issues/13949
                         const rangePreviousElement = hasPreviousSibling(range.startContainer) as HTMLElement;
                         const rangeNextElement = hasNextSibling(range.startContainer) as HTMLElement;
                         if (rangePreviousElement && rangePreviousElement.nodeType === 1 && rangePreviousElement.classList.contains("img") &&
@@ -949,6 +945,17 @@ export const keydown = (protyle: IProtyle, editorElement: HTMLElement) => {
                             event.preventDefault();
                             return;
                         }
+                        // 图片前有一个字符，在字符后删除
+                        if (position.start === 1 && !rangePreviousElement && rangeNextElement && rangeNextElement.nodeType === 1 && rangeNextElement.classList.contains("img")) {
+                            const wbrElement = document.createElement("wbr");
+                            range.insertNode(wbrElement);
+                            const oldHTML = nodeElement.outerHTML;
+                            wbrElement.previousSibling.textContent = Constants.ZWSP;
+                            updateTransaction(protyle, nodeElement.getAttribute("data-node-id"), nodeElement.outerHTML, oldHTML);
+                            focusByWbr(nodeElement, range);
+                            event.preventDefault();
+                            return;
+                        }
                     }
                     // 代码块中空行 ⌘+Del 异常 https://ld246.com/article/1663166544901
                     if (nodeElement.classList.contains("code-block") && isOnlyMeta(event) &&